Ring opening of epoxides with NaHSO4: isolation of beta-hydroxy sulfate esters and an effective synthesis for trans-diols

Çavdar H., SARAÇOĞLU N.

TETRAHEDRON, cilt.65, sa.5, ss.985-989, 2009 (SCI-Expanded) identifier identifier

  • Yayın Türü: Makale / Tam Makale
  • Cilt numarası: 65 Sayı: 5
  • Basım Tarihi: 2009
  • Doi Numarası: 10.1016/j.tet.2008.11.092
  • Dergi Adı: TETRAHEDRON
  • Derginin Tarandığı İndeksler: Science Citation Index Expanded (SCI-EXPANDED), Scopus
  • Sayfa Sayıları: ss.985-989
  • Atatürk Üniversitesi Adresli: Evet

Özet

Sodium hydrogen sulfate (NaHSO4) was observed to be highly effective as a reagent or catalyst in the ring-opening reactions of epoxides under mild conditions. Reaction of epoxides with NaHSO4 gave isolable P-hydroxy sulfate esters and vicinal diols. Experimenting with different epoxides, the study investigated the scope of the ring-opening reaction. (C) 2008 Elsevier Ltd. All rights reserved.